Search Holiday Rentals in Pittsfield

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Pittsfield

Our top choices for Pittsfield holiday rentals

Spacious 5-bedroom house with pool table near UofM

2.0 star property
7.0 out of 10, Good, (6)
"Property is a bit dated. Could use some help on the interior paint job. Worked well for us."
The price is £256
includes taxes & fees
1 Sept - 2 Sept
Spacious 5-bedroom house with pool table near UofM

Beautiful & Secluded 3BR, 1 bath with full kitchen serving Ann Arbor & Ypsilanti

10.0 out of 10, Exceptional, (59)
"I would stay again if in the area"
The price is £218
includes taxes & fees
9 Sept - 10 Sept
Beautiful & Secluded 3BR, 1 bath with full kitchen serving Ann Arbor & Ypsilanti

Fun-in-a-Box. 10 min to A2, great for groups.

9.2 out of 10, Wonderful, (20)
"Superb home with all the accessories included. Great place for families."
Fun-in-a-Box. 10 min to A2, great for groups.

Exhibit A2

4.0 star property
8.6 out of 10, Excellent, (348)
"Great downtown location. "
The price is £134
includes taxes & fees
31 Aug - 1 Sept
Exhibit A2

Lakefront home on 1.6 acres

9.4 out of 10, Exceptional, (78)
"This is our 3rd stay because we love the view of the lake and the house has many rooms. Great communication with the manager. House is in a quiet neighborhood ."
Lakefront home on 1.6 acres

Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage

9.8 out of 10, Exceptional, (103)
"House is clean and has all you need and view couldn't be more beautiful. "
Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage

Ann Arbor City Club Apartments

4.0 star property
9.2 out of 10, Wonderful, (43)
"We loved our stay! It was the perfect location as we were visiting my son who goes to Umich. Walking distance to great restaurants and the amazing blank skate creamery is right across the street! The apartment was clean and had everything we needed. We will definitely stay again when we go back to A2. "
Ann Arbor City Club Apartments

Bring Your Boat With You! Lakeside Fee-lings on Strawberry Lake kayaks Included

3.5 star property
9.6 out of 10, Exceptional, (19)
"Easy access, would be nice in the summer. The kitchen was well equipped. Michelle answered out question very quickly."
Bring Your Boat With You! Lakeside Fee-lings on Strawberry Lake kayaks Included

Ruby's private 2-bedroom home with parking. Recently renovated with flooring.

10.0 out of 10, Exceptional, (35)
"Great place to stay "
Ruby's private 2-bedroom home with parking. Recently renovated with flooring.

Quiet & Rural; close to Ann Arbor/Ypsilanti

9.2 out of 10, Wonderful, (11)
"We stayed here after the UofM game. Location is convenient, the update to the interior finishes are really nice. Super easy checkin process. "
The price is £239
includes taxes & fees
1 Sept - 2 Sept
Quiet & Rural; close to Ann Arbor/Ypsilanti

Spacious Family Getaway: 8 Mi to Main St Ann Arbor

Spacious Family Getaway: 8 Mi to Main St Ann Arbor

Lakefront home. completed in 7/23- beautifully furnished.

9.8 out of 10, Exceptional, (36)
"Very nice lake front home. Plenty of room. We came over to visit family and had a very nice time "
Lakefront home. completed in 7/23- beautifully furnished.

New Condo near Beautiful Downtown Ann Arbor

9.8 out of 10, Exceptional, (103)
"Super clean and comfortable stay! "
The price is £209
includes taxes & fees
1 Sept - 2 Sept
New Condo near Beautiful Downtown Ann Arbor

Charming lake front house for the perfect getaway All sports lake, pet friendly

9.6 out of 10, Exceptional, (17)
"Lovely property. Had everything we needed for an enjoyable family stay."
Charming lake front house for the perfect getaway All sports lake, pet friendly

Cottage W/ Lake Access Unit 3

8.8 out of 10, Excellent, (6)
"The location "
Cottage W/ Lake Access Unit 3

Waterfront Living II

9.6 out of 10, Exceptional, (5)
"The house was great, the hosts were great. Very peaceful location right on the channel. House is bigger than it appears in the picture and when you drive in. 3 full size bedrooms - great surprise."
Waterfront Living II

Spacious 3-bed apartment with WiFi, AC NEAR HOSPITAL, ANN ARBOR

4.0 out of 10, (1)
"Beds comfortable & all appliances worked, except for two (noted below). Other than that, false advertising. No 3rd bedroom. No gym. Not spacious. Tiny living room. Ground floor bedroom so small that king-size bed pushed against one wall. Basement bedroom has 2 double beds, 1 of which blocks closet. Very little kitchen counter space. Seven people could not possibly stay here with only 5 dining room chairs and 4 each of plates, bowls, cups & glasses (2 glasses leaked). Broken blinds. ...
The price is £203
includes taxes & fees
8 Sept - 9 Sept
Spacious 3-bed apartment with WiFi, AC NEAR HOSPITAL, ANN ARBOR

The Studio by Brandt is located at the heart of historic Downtown Northville.

9.4 out of 10, Exceptional, (27)
"Everything was fantastic and perfectly reflected the listing. A location and A accommodations. Super cute and great attention to detail on decorations and providing everything we could need. Also, host was great on communication. Thanks so much."
The Studio by Brandt is located at the heart of historic Downtown Northville.

Indoor Pool + 24 Hour Fitness Center | Close to University of Michigan

The price is £352
includes taxes & fees
31 Aug - 1 Sept
Indoor Pool + 24 Hour Fitness Center | Close to University of Michigan

Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Robin was phenomenal to work with - truly the best home stay experience we have ever had. The house was pristine; the attention to detail unmatched. "
Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Find out more about Pittsfield

Everything you need to know about Pittsfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsfield holiday rentals we have selected for you start as low as £134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsfield has to offer?

Spacious 5-bedroom house with pool table near UofM: This highly rated holiday home rental in Pittsfield is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Pittsfield?

Expedia has 23 holiday rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

Explore the area and family-friendly sights such as Yost Ice Arena, or get out into nature at a spot like Ford Lake. While here, Stonebridge Golf Club and Cinemark Ann Arbor 20 and IMAX are other places worth a visit.

What are holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.